4-Aminoantipyrine-based Schiff-base transition metal complexes as potent anticonvulsant agents
- 674 Downloads
- 9 Citations
Abstract
Metal complexes of Co(II), Ni(II), Cu(II), and Zn(II) with ligands (L1H and L2) derived from 4-aminoantipyrine, 2-hydroxy-3-formylquinoline, and isatin were synthesized and characterized by the elemental analysis, conductance measurements, magnetic susceptibility, and spectral analysis. The spectral data revealed that the ligands acted as a neutral tridentate, coordinating to the metal ion through the azomethine nitrogen, phenolic oxygen, and carbonyl oxygen of the 4-aminoantipyrine, 2-hydroxy-3-formylquinoline, and isatin molecule in ligands L1H and L2 only. Both the ligands and their metal complexes were studied for cyclic voltammetry studies. The ligand and the metal complexes were screened for their anticonvulsant activity, and it has been observed that the metal complexes are more potent than the ligands.
Keywords
4-Aminoantipyrine Quinoline Isatin Anticonvulsant activity MESNotes
Acknowledgments
The authors thank the Department of Chemistry and USIC, the Karnatak University, Dharwad for providing research and spectral facilities. Facilities provided for recordings of FAB mass spectra (by the CDRI, Lucknow) and EPR spectra (by the IIT Bombay) are gratefully acknowledged. Further, the authors thank the UGC and the Karnatak University for providing research fellowships.
References
- Al-Soud YA, Al-Masoudi NA, Ferwanah Ael R (2003) Synthesis and properties of new substituted 1,2,4-triazoles: potential antitumor agents. Bioorg Med Chem 11:1701PubMedCrossRefGoogle Scholar
- Choi YK, Chjo KH, Park SM, Doddapaneni N (1995) Oxygen reduction at Co(II)2-disalophen modified carbon electrodes. J Electrochem Soc 142:4107CrossRefGoogle Scholar
- Geary WJ (1971) The use of conductivity measurements in organic solvents for the characterisation of coordination compounds. Coord Chem Rev 7:81CrossRefGoogle Scholar
- Guofa L, Chowngwu N, Bin L, Kunyuan M (1990) Complexes of lanthanide nitrates with a Schiff base derived from o-vanillin and p-toluidine. Polyhedron 9:2019CrossRefGoogle Scholar
- Katia B, Simon L, Anne R, Gerard C, Francoise D, Bernard M (1996) Synthesis and characterization of chiral Schiff base complexes with diiminobinapthyl or diiminocyclohexyl moieties as potential enantioselective epoxidation catalysts. Inorg Chem 35:387CrossRefGoogle Scholar
- Kulkarni SK (1981) Actions of clonidine on convulsions and behavior. Arch Int Pharmacodyn 252:124PubMedGoogle Scholar
- Leppik IE (1994) Antiepileptic drugs in development: prospects for the near future. Epilepsia 35:29CrossRefGoogle Scholar
- Loscher W (1998) New visions in the pharmacology of anticonvulsion. Eur J Pharmacol 1:342Google Scholar
- Meth-Cohn O, Narine B (1978) A versatile new synthesis of quinolines, thienopyridines and related fused pyridines. Tetrahedron Lett 19:2045–2048Google Scholar
- Punniyamurthy T, Kalra SJS, Iqbal J (1995) Cobalt(II) catalyzed biomimetic oxidation of hydrocarbons in the presence of dioxygen and 2-methylpropanal. Tetrahedron Lett 36:8497CrossRefGoogle Scholar
- Sengupta AK, Gupta AA (1982) Synthesis of some 4-(1,5-disubstituted-2-oxoindolinyldeneimino)-2,3-dimethyl-1-phenyl-∆3-pyrazoline-5-ones as possible pesticides. Ind J Chem 21B:72Google Scholar
- Thompson KH, Orvig C (2006) Metal complexes in medicinal chemistry: new vistas and challenges in drug design. J Chem Soc Dalton Trans 6:761Google Scholar
- Timerbaev AR, Hartinger CG, Aleksenko SS, Keppler BK (2006) Interactions of antitumor metallodrugs with serum proteins: Advances in characterization using modern analytical methodology. Chem Rev 106:2224PubMedCrossRefGoogle Scholar